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ChemicalBook CAS DataBase List METHYL-5-METHOXY-2-METHYLBENZOATE

METHYL-5-METHOXY-2-METHYLBENZOATE synthesis

8synthesis methods
-

Yield:73505-48-3 79%

Reaction Conditions:

with yttrium(III) trifluoromethanesulfonate in toluene at 150; for 3 h;Sealed tube;Reagent/catalyst;Solvent;

Steps:

3 Example 3 Synthesis of methyl 5-hydroxy-2-methylbenzoate
Example 3 Synthesis of methyl 5-hydroxy-2-methylbenzoate Toluene k_Jk A reactor was charged with yttrium triflate (48 mg), and then toluene(0.3 ml) and methyl propiolate (151 mg, 160 μΚ) were added. The reactor was sealed, heated to 150 °C with stirring. 2-Methylfuran (157 mg, 172 μΚ) was added continuously over a 3 hour period. The reaction mixture was cooled to room temperature and water (10 ml) was added. The organics were separated and the aqueous phase was extracted with toluene (2 x 10 ml). The combined organics were washed with water (10 ml), dried (Na2S04) and filtered. The organic solution was reduced by rotary evaporation to yield an oil, which was purified on a Reveleris X2 Flash Chromatography System, eluting with n-hexane and ethyl acetate.Appropriate fractions were collected for the product peak and were reduced by rotary evaporation to obtain the desired product as a light brown solid (354 mg, 79%). The structure was confirmed as methyl 5-hydroxy-2-methylbenzoate by 1H NMR.

References:

NEDERLANDSE ORGANISATIE VOOR TOEGEPAST-NATUURWETENSCHAPPELIJK ONDERZOEK TNO;CROCKATT, Marc;URBANUS, Jan Harm;KONST, Paul Mathijs;DE KONING, Martijn Constantijn WO2016/114668, 2016, A1 Location in patent:Page/Page column 23

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